Methyl iodide → HCID 25029987, compound

HRID 2192676Notes

Reaction equation

HRID 2192676 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][N:9]2[C:13]([C:14]([NH2:16])=[O:15])=[C:12]([OH:17])[N:11]=[CH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:20](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:13]([C:14]([NH2:16])=[O:15])=[C:12]([O:17][CH3:20])[N:11]=[CH:10]2)=[CH:18][CH:19]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 132716304-Hydroxy-1-[(4-nitrophenyl)methyl]-1H-imidazole-5-carboxamide

Product 1

HCID 25029987HCID 25029987, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

3.93 g (15 mmol) of the derivative 3-(4-nitrobenzyl)-5-hydroxy-3H-imidazole-4-carboxamide are added to 80 ml of DMF in a three-necked flask under argon, followed by addition of 8.29 g (60 mmol; 4 eq.) of potassium carbonate. The stirred medium is maintained at 50° C. for 30 minutes and then cooled to room temperature. Methyl iodide (5.75 g; 40.5 mmol; 2.7 eq.) is then added.

Workup

  1. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-adfa943e936a4b138513a4c0cef2d949
Source dataset
uspto-grants-2012_12
Patent number
US08329738B2

Reaction notes

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